Ah, so you're in charge of the travel planning.
One thing I will say is that having interesting facts or stories about a certain place or monument makes seeing it much more enjoyable, especially for the person you are with.
Yes, knowing the story behind locations does make us see them from a different perspective. Some castles, museums, and historical monuments do have tour headsets and when it's a place of interest, they're cool to listen to as well. I did join a free walking tour a few times that were highly recommended and enjoyed them because the tour guides were often funny and theatrical loaded with interesting trivia.